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I've played almost every Trek game in existence. I think my first was Star Trek V on my Tandy 1000TX, and I loved the starship "sim" part. Funnily, apparently this part was a "simulation" because the Enterprise could not be blown up in a game.

Most memorable for me:

25th Anniversary (PC) - how can this not be a favorite? I remember anticipating this game's release. Then I was horrified when my Tandy 1000 didn't have enough RAM to run it so I had to wait until I got a 486 PC.
25th Anniversary (NES) - totally different, unique adventure game

A Final Unity - Same deal as 25th Anniversary. Amazing TNG experience.

Future's Past (SNES) - Has some similarities to AFU.

KHG - Klingon perspective, Unreal engine surreal. This was one bleeding edge Trek game at the time.

TNG Interactive Technical Manual - it's not a game but I can photo-realistically explore the E-D! It even has the right ambient sound effects.

Dominion Wars - sort of weak, but it has Jeffrey Combs and Marc Alaimo (!!), and decent combat. Can play as Feds or Dominion.

Judgement Rites and 25th Anniversary were great, to my shame I have to admit that I have never played A Final Unity even though I own it. For some reason I never got it to work on my PC when I bought it in the 90s. I really should put some effort to getting it to work some day and play it.

I remember spending a lot of time with Starship Creator when I was a kid. I remember having fun with it even though it would crash constantly on my PC. Star Trek Generations was not too much to my liking back then, but i did play quite much when considering that I was not too fond of it.

The games that I absolutely loved were Star Trek Starfleet Academy (PC) as well as the FMV-games Star Trek Klingon and Star Trek Borg. Because of Klingon and Borg I still have a soft spot for all FMV games, my guilty pleasure.

I really looked forward to Starfleet Academy but I was so disappointed with the gameplay. It plays more like TIE Fighter than a starship sim. Interplay should have done better. For some reason they had major problems completing the project. The videos are great though.

Klingon Academy is actually the same game engine with some improvements. It plays a bit better and the "ginsu" damage system is very entertaining. Some of the space phenomena are very cool. There's a black hole accretion disc that is amazing. I saw an enemy try to warp through it and fly apart!

By the way, Star Trek Klingon and Borg can be found on YouTube in walkthrough form. Good stuff. They're like watching lost episodes, especially since they use many secondary actors seen on TNG.

Despite being a huge gamer I've not really touched that many Star Trek games, just Star Trek: The Next Generation on the original Gameboy, which got super hard when you hit Commander rank, and Elite Force. Which I loved, but never got the sequel. I went hunting for it a few weeks ago, and it's impossible to find